Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Would you fuck your boyfriend’s parents…if they were nudists AND swingers?! Even the best behaved girlfriends can’t resist the seasoned touch of an older man…AND a MILF…at the same time.
Putting on her cheeky pink onesie, Alexis Crystal is ready to cuddle up by the fire with lover Chad Rockwell. But little does she know, her boyfriend has some big…
When Bridgette B goes to give her stepson Justin Hunt “the talk”, she’s shocked and appalled when he whips his dick out without warning – that’s no way to treat…
Sarah Banks preps herself for a tough workout with coach Charles Dera. After pounding the punching bag hard, Sarah starts feeling tense. Thankfully, Charles has some massage oil handy. He…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Anny Aurora’s 18th birthday was supposed to be a special day for her and her boyfriend to finally fuck, but he forgot to buy condoms. But while he’s out looking…